1,1-CYCLOHEXANEDICARBOXYLIC ACID DIETHYL ESTER

Base Information

• Chemical Name: 1,1-CYCLOHEXANEDICARBOXYLIC ACID DIETHYL ESTER
• CAS No.: 1139-13-5
• Molecular Formula: C12H20O4
• Molecular Weight: 228.288
• Hs Code.: 2917209090
• Mol file: 1139-13-5.mol

Synonyms:1,1-Cyclohexanedicarboxylicacid, diethyl ester (7CI,8CI,9CI);1,1-Bis(ethoxycarbonyl)cyclohexane;Diethyl1,1-cyclohexanedicarboxylate;NSC 67359;

Chemical Property of 1,1-CYCLOHEXANEDICARBOXYLIC ACID DIETHYL ESTER

Chemical Property:

• Vapor Pressure: 0.00857mmHg at 25°C
• Melting Point: 84-85 °C
• Refractive Index: 1.463
• Boiling Point: 266.6 °C at 760 mmHg
• Flash Point: 120.5 °C
• PSA: 52.60000
• Density: 1.071 g/cm³
• LogP: 2.06310
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

Diethyl 1,1-Cyclohexanedicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,1-CYCLOHEXANEDICARBOXYLIC ACID DIETHYL ESTER

There total 19 articles about 1,1-CYCLOHEXANEDICARBOXYLIC ACID DIETHYL ESTER which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

2-(3-Bromo-propyl)-2-{2-[(Z)-2-phenyl-aziridin-1-ylimino]-ethyl}-malonic acid diethyl ester (137435-37-1) → diethyl cyclohexane-1,1-dicarboxylate (1139-13-5)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃; for 2h;

DOI:10.1021/ja00026a041

Reference yield: 80.0%

5-bromopentylmalonic acid diethyl ester (1906-95-2) → diethyl cyclohexane-1,1-dicarboxylate (1139-13-5)

Guidance literature:

With tetramethyl ammoniumhydroxide; lithium bromide; In water; dimethyl sulfoxide; at 25 ℃;

Reference yield: 73.0%

1,5-dibromo-pentane (111-24-0) + diethyl malonate (105-53-3) → tetraethyl heptane-1,1,7,7-tetracarboxylate (217961-07-4) + diethyl cyclohexane-1,1-dicarboxylate (1139-13-5)

Guidance literature:

With sodium ethanolate; In ethanol; 1.) reflux, 30 min, 2.) reflux, 30 min;

DOI:10.1515/znb-1998-0918

upstream raw materials:

5-bromopentylmalonic acid diethyl ester

sodium ethanolate

diethyl 5-iodopentylmalonate

diethyl malonate

Downstream raw materials:

cyclohexanedicarboxylic acid

1,1-bis(hydroxymethyl)cyclohexane

2,4-Diaza-3-thioxo-spiro<5.5>undecan-1,3-dion

2,4-diaza-spiro[5.5]undecane-1,3,5-trione

Refernces

• 1、 Casadei, Maria Antonietta,Galli, Carlo,Mandolini, Luigi. "Ring-Closure Reactions. 18. Application of the Malonic Ester Synthesis to the Preparation of Many-Membered Carbocyclic Rings". . p. 3127 - 3128. Retrieved 1981.
• 2、 -. "GLYCOLATE OXIDASE INHIBITORS FOR THE TREATMENT OF DISEASE". Paragraph 001540; 001541; 001542. . Retrieved 2019/07/17.
• 3、 -. "TRICYCLIC COMPOUND SERVING AS IMMUNOMODULATOR". Paragraph 0449-0450. . Retrieved 2019/01/04.